GB989033A - N-substituted-1-phenyl-2-aminoalkanes - Google Patents

N-substituted-1-phenyl-2-aminoalkanes

Info

Publication number
GB989033A
GB989033A GB39758/62A GB3975862A GB989033A GB 989033 A GB989033 A GB 989033A GB 39758/62 A GB39758/62 A GB 39758/62A GB 3975862 A GB3975862 A GB 3975862A GB 989033 A GB989033 A GB 989033A
Authority
GB
United Kingdom
Prior art keywords
formula
represent
phenyl
give
carbon atoms
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB39758/62A
Inventor
Cornelius Van Der Stelt
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Koninklijke Pharmaceutische Fabrieken NV
Original Assignee
Koninklijke Pharmaceutische Fabrieken NV
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Koninklijke Pharmaceutische Fabrieken NV filed Critical Koninklijke Pharmaceutische Fabrieken NV
Priority to GB39758/62A priority Critical patent/GB989033A/en
Priority to FI2026/63A priority patent/FI41161B/fi
Priority to DK493663A priority patent/DK106378C/en
Priority to FR960507A priority patent/FR3194M/en
Publication of GB989033A publication Critical patent/GB989033A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/29—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0989033/C2/1> (wherein R represents an alkyl group of not more than 4 carbon atoms and R1 and R2 each represent a phenyl or an alkyl substituted phenyl group, the alkyl group having not more than 4 carbon atoms); and a process for the preparation of compounds of the formula <FORM:0989033/C2/2> (wherein X and X1 each represent a hydrogen atom or together represent a single bond between the carbon atoms to which they are attached) in which a 1-phenyl-2-aminoalkane is reacted with an aldehyde of the formula <FORM:0989033/C2/3> and the azomethine bond of the resulting compound of the formula <FORM:0989033/C2/4> is reduced to give a compound of the Formula II wherein X and X1 represent a double bond which may be optionally reduced to give a compound of the Formula II wherein X and X1 represent hydrogen atoms. The azomethine bond is preferably reduced with sodium-borohydride and the double bond, when present in compounds of the Formula II with hydrogen and Raney nickel. Aldehydes of the Formula III may be prepared by reaction of a ketone of the formula R1-CO-R2 with acetylene in the presence of a condensing agent to give an acetylenic alcohol of the formula <FORM:0989033/C2/5> which is isomerized to the desired aldehyde by treatment with an acid.
GB39758/62A 1962-10-19 1962-10-19 N-substituted-1-phenyl-2-aminoalkanes Expired GB989033A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
GB39758/62A GB989033A (en) 1962-10-19 1962-10-19 N-substituted-1-phenyl-2-aminoalkanes
FI2026/63A FI41161B (en) 1962-10-19 1963-10-17
DK493663A DK106378C (en) 1962-10-19 1963-10-18 Process for the preparation of N-substituted 1-phenyl-2-aminoalkanes or acid addition salts thereof.
FR960507A FR3194M (en) 1962-10-19 1964-01-16 Coronary vessel dilator drug based on n-substituted l-phenylamino alkanes.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB39758/62A GB989033A (en) 1962-10-19 1962-10-19 N-substituted-1-phenyl-2-aminoalkanes

Publications (1)

Publication Number Publication Date
GB989033A true GB989033A (en) 1965-04-14

Family

ID=10411323

Family Applications (1)

Application Number Title Priority Date Filing Date
GB39758/62A Expired GB989033A (en) 1962-10-19 1962-10-19 N-substituted-1-phenyl-2-aminoalkanes

Country Status (2)

Country Link
FI (1) FI41161B (en)
GB (1) GB989033A (en)

Also Published As

Publication number Publication date
FI41161B (en) 1969-06-02

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